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Diethylene glycol bis(3-aminopropyl) ether

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Name

Diethylene glycol bis(3-aminopropyl) ether

EINECS 224-207-2
CAS No. 4246-51-9 Density 1.001 g/cm3
PSA 79.73000 LogP 1.13440
Solubility N/A Melting Point -32 °C
Formula C10H24 N2 O3 Boiling Point 310.6 °C at 760 mmHg
Molecular Weight 220.312 Flash Point 148 °C
Transport Information UN 2735 Appearance clear colorless to light yellow liquid
Safety Moderately toxic by skin contact. Mildly toxic by ingestion. When heated to decomposition it emits toxic fumes of NOx. See also GLYCOL ETHERS. Risk Codes 34
Molecular Structure Molecular Structure of 4246-51-9 (1-Propanamine,3,3'-[oxybis(2,1-ethanediyloxy)]bis-) Hazard Symbols CorrosiveC
Synonyms

Propylamine,3,3'-[oxybis(ethyleneoxy)]bis- (6CI,7CI,8CI);1,13-Diamino-4,7,10-trioxatridecane; 4,7,10-Trioxa-1,13-tridecanamine;4,7,10-Trioxatridecane-1,13-diamine; Ancamine 1922;Bis[2-(3-aminopropoxy)ethyl] ether; DPA-DEG; Diethylene glycolbis(3-aminopropyl) ether; O,O'-Bis(3-aminopropyl)diethylene glycol; Q 19262

Article Data 6

Diethylene glycol bis(3-aminopropyl) ether Synthetic route

22397-31-5

bis(2-(2-cyanoethoxy)ethyl)ether

4246-51-9

4,7,10-trioxa-1,13-diaminotridecane

Conditions
ConditionsYield
With ammonia; nickel at 110℃; under 58840.6 Torr; Hydrogenation;
With hydrogen; nickel In propan-1-ol
10143-54-1

3-(2-(2-hydroxyethoxy)ethoxy)propanenitrile

22397-31-5

bis(2-(2-cyanoethoxy)ethyl)ether

A

4246-51-9

4,7,10-trioxa-1,13-diaminotridecane

B

112-33-4

2-[2-(3-amino-propoxy)-ethoxy]-ethanol

C

111-46-6

diethylene glycol

Conditions
ConditionsYield
With hydrogen; Grace 2724 sponge cobalt In water at 60℃; under 42133 Torr; for 4h; Product distribution / selectivity;
10143-54-1

3-(2-(2-hydroxyethoxy)ethoxy)propanenitrile

22397-31-5

bis(2-(2-cyanoethoxy)ethyl)ether

A

aminopropyldiaminopropyldiethyleneglycol

B

C16H38N4O3

C

4246-51-9

4,7,10-trioxa-1,13-diaminotridecane

D

112-33-4

2-[2-(3-amino-propoxy)-ethoxy]-ethanol

Conditions
ConditionsYield
With hydrogen; Grace 2724 sponge cobalt In methanol at 120℃; under 42133 Torr; for 5h; Product distribution / selectivity;
With hydrogen; Grace 2724 sponge cobalt In DMF (N,N-dimethyl-formamide) at 120℃; under 42133 Torr; for 5h; Product distribution / selectivity;
With hydrogen; Grace 2724 sponge cobalt In tert-butyl methyl ether at 120℃; under 42133 Torr; for 5h; Product distribution / selectivity;
10143-54-1

3-(2-(2-hydroxyethoxy)ethoxy)propanenitrile

22397-31-5

bis(2-(2-cyanoethoxy)ethyl)ether

A

aminopropyldiaminopropyldiethyleneglycol

B

4246-51-9

4,7,10-trioxa-1,13-diaminotridecane

C

112-33-4

2-[2-(3-amino-propoxy)-ethoxy]-ethanol

Conditions
ConditionsYield
With hydrogen; Grace 2724 sponge cobalt at 125℃; under 47304.6 Torr; for 4h; Product distribution / selectivity;
With hydrogen; Grace 2724 sponge cobalt In tetrahydrofuran at 120℃; under 42133 Torr; for 5h; Product distribution / selectivity;
10143-54-1

3-(2-(2-hydroxyethoxy)ethoxy)propanenitrile

22397-31-5

bis(2-(2-cyanoethoxy)ethyl)ether

A

4246-51-9

4,7,10-trioxa-1,13-diaminotridecane

B

112-33-4

2-[2-(3-amino-propoxy)-ethoxy]-ethanol

Conditions
ConditionsYield
With hydrogen; Grace 2724 sponge cobalt In tert-butyl methyl ether at 120℃; under 42133 Torr; for 5h; Product distribution / selectivity;
With hydrogen; Grace 2724 sponge cobalt In tetrahydrofuran at 120℃; under 42133 Torr; for 5h; Product distribution / selectivity;
929-75-9

2-[2-[2-[2-aminoethoxy]ethoxy]ethoxy]ethylamine

1073123-93-9

1(4)-methoxy-7,10,13-trioxa-3,17-diaza-1(2,6)-pyridinaoctadecacyclophan-2,17-diene

A

4246-51-9

4,7,10-trioxa-1,13-diaminotridecane

B

1073123-92-8

1(4)-methoxy-6,9,12-trioxa-3,15-diaza-1(2,6)-pyridinahexadecacyclophan-2,15-diene

Conditions
ConditionsYield
In d(4)-methanol at 20℃; for 12h;
75-15-0

carbon disulfide

4246-51-9

4,7,10-trioxa-1,13-diaminotridecane

1-isothiocyanato-3-(2-(2-(3-isothiocyanatopropoxy)ethoxy)ethoxy)propane

Conditions
ConditionsYield
Stage #1: carbon disulfide; 4,7,10-trioxa-1,13-diaminotridecane With triethylamine In ethanol at 20℃;
Stage #2: With dmap; di-tert-butyl dicarbonate In ethanol at 20℃; for 0.25h; Further stages.;
100%
Stage #1: carbon disulfide; 4,7,10-trioxa-1,13-diaminotridecane With triethylamine In N,N-dimethyl-formamide at 0℃;
Stage #2: With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate In N,N-dimethyl-formamide at 0℃; for 0.25h;
108-55-4

glutaric anhydride,

4246-51-9

4,7,10-trioxa-1,13-diaminotridecane

1411773-83-5

C20H36N2O9

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran for 0.5h;100%
4246-51-9

4,7,10-trioxa-1,13-diaminotridecane

C23H28N2O3

C30H48N2O6

Conditions
ConditionsYield
In N,N-dimethyl-formamide; acetonitrile at 20℃; for 12h; Inert atmosphere;100%
4246-51-9

4,7,10-trioxa-1,13-diaminotridecane

24424-99-5

di-tert-butyl dicarbonate

194920-62-2

tert-butyl N-(3-{2-[2-(3-aminopropoxy)ethoxy]ethoxy}propyl)carbamate

Conditions
ConditionsYield
In 1,4-dioxane Inert atmosphere;99%
In 1,4-dioxane98%
In 1,4-dioxane; water at 20℃; for 17h;96%

Diethylene glycol bis(3-aminopropyl) ether Chemical Properties

Product Name:DIETHYLENE GLYCOL DI(3-AMINOPROPYL) ETHER(4246-51-9)
CAS No:4246-51-9
Molecular Formula : C10H24N2O3
Formula Weight : 220.31
MP : -32 °C 
BP : 146-148 °C4 mm Hg(lit.)
Density : 1.005 g/mL at 25 °C(lit.)
Refractive index : n20/D 1.464(lit.)
Fp : >230 °F
Synonyms of DIETHYLENE GLYCOL DI(3-AMINOPROPYL) ETHER(4246-51-9):BIS[2-(3-AMINOPROPOXY)ETHYL] ETHER;DIETHYLENE GLYCOL BIS(3-AMINOPROPYL) ETHER;DCA 221;ALPHA, OMEGA,-BIS-(3-AMINOPROPYL)-DIETHYLENEGLYCOL ETHER;4,7,10-TRIOXA-1,13-TRIDECANEDIAMINE;1,13-DIAMINO-4,7,10-TRIOXATRIDECANE;3,3'-OXYBIS(ETHYLENE-OXY)BIS(PROPYLAMINE);O,O'-BIS(3-AMINOPROPYL)DIETHYLENE GLYCOL
Molecular Structure of DIETHYLENE GLYCOL DI(3-AMINOPROPYL) ETHER(4246-51-9):

Diethylene glycol bis(3-aminopropyl) ether Toxicity Data With Reference

1.   

orl-rat LD50:4290 mg/kg

   AIHAAP    American Industrial Hygiene Association Journal. 30 (1969),470.
2.   

skn-rbt LD50:2500 mg/kg

   AIHAAP    American Industrial Hygiene Association Journal. 30 (1969),470.

Diethylene glycol bis(3-aminopropyl) ether Consensus Reports

Diethylene glycol di(3-aminppropyl) ether was reported in EPA TSCA Inventory. Glycol ether compounds are on the Community Right-To-Know List.

Diethylene glycol bis(3-aminopropyl) ether Safety Profile

Moderately toxic by skin contact. Mildly toxic by ingestion. When Diethylene glycol di(3-aminppropyl) ether was heated to decomposition, it emits toxic fumes of NOx. See also GLYCOL ETHERS.
Hazard Codes : C
Risk Statements : 34
Safety Statements : 26-36/37/39-45
RIDADR : UN 2735 8/PG 3
WGK Germany : 2
RTECS : ID6475000
F : 10-34
HazardClass : 8
PackingGroup : III

Diethylene glycol bis(3-aminopropyl) ether Specification

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: C 
Risk Phrases:
R 34 Causes burns. 
R 52/53 Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment. 
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S 36/37/39 Wear suitable protective clothing, gloves and eye/face protection.
S 45 In case of accident or if you feel unwell, seek medical advice immediately (show the label where possible). 
S 61 Avoid release to the environment. Refer to special instructions/safety data sheets. 
WGK (Water Danger/Protection)
CAS# 4246-51-9: 2
Canada
CAS# 4246-51-9 is listed on Canada's DSL List
US Federal
TSCA
CAS# 4246-51-9 is listed on the TSCA Inventory.
 
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